Unexpected cycloisomerizations of nonclassical carbocation intermediates in gold(I)-catalyzed homo-Rautenstrauch cyclizations |
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| Authors: | Wang Guan Zou Yue Li Zhiming Wang Quanrui Goeke Andreas |
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| Institution: | Department of Chemistry, Fudan University, Shanghai, People's Republic of China. |
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| Abstract: | An unexpected gold(I)-catalyzed homo-Rautenstrauch rearrangement of 1-cyclopropyl propargylic esters to cyclohexenones is disclosed. This rearrangement represents new evidence for the recently discussed gold-stabilized nonclassical carbocation character of intermediates in gold catalysis. A mechanistic study proved partial chirality transfer from optically active propargyl acetates. |
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